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Cyclohexyl(alkyl)propanolamines, preparation method and pharmaceutical compositions containing sameRelated Patent Categories: Drug, Bio-affecting And Body Treating Compositions, Designated Organic Active Ingredient Containing (doai), Heterocyclic Carbon Compounds Containing A Hetero Ring Having Chalcogen (i.e., O,s,se Or Te) Or Nitrogen As The Only Ring Hetero Atoms Doai, Hetero Ring Contains Seven Members Including Nitrogen, Carbon And Chalcogen, Polycyclo Ring System Which Contains The Seven-membered Hetero Ring As One Of The CyclosCyclohexyl(alkyl)propanolamines, preparation method and pharmaceutical compositions containing same description/claimsThe Patent Description & Claims data below is from USPTO Patent Application 20070015745, Cyclohexyl(alkyl)propanolamines, preparation method and pharmaceutical compositions containing same. Brief Patent Description - Full Patent Description - Patent Application Claims [0001] This application is a Continuation of U.S. Application No. 10/432,493, filed May 21, 2003, which is a National Stage Application of International Application No. PCT/FR01/03784, filed Nov. 30, 2001. [0002] The present invention relates to novel cyclohexyl(alkyl)propanolamines, to the pharmaceutical compositions containing them, to a process for the preparation thereof and to synthesis intermediates in this process. [0003] WO 99/65895 describes phenoxypropanolamines in which the amine bears a substituted piperidine, these compounds showing agonist activity with respect to the beta-3 adrenergic receptor. [0004] The beta-3 adrenergic receptor has been the subject of many studies aimed at synthesizing compounds which are agonists with respect to this receptor, these compounds exerting a considerable anti-obesity and anti-diabetic effect in humans, as described, for example, by Weyer, C et al., Diabetes Metab., 1999, 25(1):11-21. [0005] It has now been found that certain propanolamines bearing a cyclohexyl(alkyl) group on the amine possess a powerful agonist activity with respect to beta-3 adrenergic receptors. [0006] Thus, the present invention relates, according to one of its aspects, to cyclohexyl(alkyl)propanolamines of formula(I): in which A is a group of formula (a) or (b) where [0007] R represents a hydrogen or halogen atom, an --S(O).sub.z(C.sub.1-C.sub.4)alkyl group, an --NHSO.sub.2(C.sub.1-C.sub.4)alkyl group, an --SO.sub.2NH(C.sub.1-C.sub.4)alkyl group, an --NHSO.sub.2phenyl-(C.sub.1-C.sub.4)alkyl group or an --NHSO.sub.2phenyl group, said phenyl possibly being substituted with a halogen atom, with a (C.sub.1-C.sub.4)alkyl group or with a (C.sub.1-C.sub.4)alkoxy group; [0008] R.sub.1 represents a hydrogen atom or a (C.sub.1-C.sub.4)alkyl group, a --CO(C.sub.1-C.sub.4)alkyl group, a phenyl-(C.sub.1-C.sub.4)alkyl group or a --CO-phenyl group, said phenyl possibly being substituted with a halogen atom or with a (C.sub.1-C.sub.4)alkoxy group; [0009] R.sub.2 is a hydrogen atom, an --SO.sub.2(C.sub.1-C.sub.4)alkyl group, an --SO.sub.2phenyl-(C.sub.1-C.sub.4)alkyl group or an --SO.sub.2phenyl group; [0010] X completes a ring of 5 to 8 atoms, said ring being saturated or unsaturated, possibly being substituted with one or two (C.sub.1-C.sub.4)alkyl groups and bearing one or two carbonyl groups; n, m and z are, independently, 0, 1 or 2; [0011] R.sub.3 represents a hydrogen or halogen atom, a (C.sub.1-C.sub.6)alkyl group, a (C.sub.1-C.sub.4)alkoxy group, a --COO(C.sub.1-C.sub.4)alkyl group, a --CO--(C.sub.1-C.sub.4)alkyl group, an --NHSO.sub.2(C.sub.1-C.sub.4)alkyl group, an --NHSO.sub.2phenyl-(C.sub.1-C.sub.4)alkyl group, --NO.sub.2, --CN, --CONR.sub.4R.sub.5, --COOH, or a 4,5-dihydro-1,3-oxazol-2-yl or 4,4-dimethyl-4,5-dihydro-1,3,-oxazol-2-yl group; [0012] R.sub.4 and R.sub.5 represents, independently, a hydrogen atom, a phenyl a (C.sub.1-C.sub.4)alkyl group or a phenyl-(C.sub.1-C.sub.4)alkyl group; or [0013] R.sub.4 and R.sub.5 with the nitrogen atom to which they are attached, may form a ring of 5 to 7 atoms in total; and the salts or solvantes thereof. [0014] In the present description, the terms "(C.sub.1-C.sub.4)alkyl" and "(C.sub.1-C.sub.6)alkyl" denote monovalent radicals formed from a respectively C.sub.1-C.sub.4 and C.sub.1-C.sub.6 hydrocarbon containing a straight or branched saturated chain. [0015] In the present description, the term "halogen" denotes an atom chosen from chlorine, bromine, iodine and fluorine. [0016] Preferred compounds are those in which n and m are each zero. [0017] Other preferred compounds are those in which R.sub.1 is a hydrogen atom. [0018] Other preferred compounds are those in which R is chosen from an --NHSO.sub.2(C.sub.1-C.sub.4)alkyl group, an --NHSO.sub.2phenyl-(C.sub.1-C.sub.4)alkyl group or an --NHSO.sub.2phenyl group. [0019] Other preferred compounds are those in which R.sub.3 is --COO(C.sub.1-C.sub.4)alkyl or --CO(C.sub.1-C.sub.4)alkyl or CONR.sub.4R.sub.5. [0020] Other preferred compounds are those in which R.sub.3 is in position 4 of the benzene. [0021] Other preferred compounds are those in which z is 2. [0022] Other preferred compounds are those in which X is a methylene, an ethylene or a propylene. [0023] Other preferred compounds are those in which X is a carbonyl, a --CO--CO-group, a --CO--C((C.sub.1-C.sub.4)alkyl).sub.2--CO-- group, a methylene monosubstituted or disubstituted with (C.sub.1-C.sub.4)alkyl or a --COCH.sub.2--group. [0024] Preferred --NHSO.sub.2phenyl-(C.sub.1-C.sub.4)alkyl and --SO.sub.2phenyl-(C.sub.1-C.sub.4)alkyl groups are, respectively, benzylsulphonylamino and benzylsulphonyl. Continue reading about Cyclohexyl(alkyl)propanolamines, preparation method and pharmaceutical compositions containing same... 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